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Tris(dibenzylideneacetone)dipalladium

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Tris(dibenzylideneacetone)dipalladium Basic information
Tris(dibenzylideneacetone)dipalladium Chemical Properties
  • Melting point:152-155°C
  • storage temp. 2-8°C
  • solubility Soluble in chlorinated solvents, benzene and THF.
  • form Fine Crystalline Powder
  • color Purple to black
  • Water Solubility insoluble
  • Sensitive Air & Moisture Sensitive
  • InChIKeyIBXMKLPFLZYRQZ-VCHVFRDLSA-N
  • CAS DataBase Reference51364-51-3(CAS DataBase Reference)
Safety Information
  • Hazard Codes Xn
  • Risk Statements 20/22-36-40
  • Safety Statements 24/25-36/37
  • WGK Germany 3
  • TSCA No
  • HS Code 28439000
MSDS
Tris(dibenzylideneacetone)dipalladium Usage And Synthesis
  • DescriptionTris(dibenzylideneacetone) dipalladium (Tris DBA) is used as catalyst for a wide variety of Pd catalyzed reactions including Suzuki coupling, Heck coupling, Negishi coupling, Carroll reaarangement, Trost asymmetric allylic alkylation, Buchwald-Hartwig amination of acryl halides, fluorination of allylic chlorides, arylation of ketones, carbonylation of 1,1-dichloro-1-alkenes, ß-arylation of carboxylic esters, and conversion of aryl and vinyl triflates to aryl and vinyl halides. It is also involved in the synthesis of azepane. Tris DBA is also a novel inhibitor of N-myristoyltransferase-1 with significant antitumor activity.
  • Reactions1. Catalyst precursor for conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics.
    2. Catalyst for the synthesis of epoxides.
    3. Catalytic asymmetric allylic and homoallylic diamination of terminal olefins.
    4. Site-selective benzylic sp3 palladium-catalyzed direct arylation.
    5. Palladium-catalyzed one-pot synthesis of tricyclic indolines.
    6. Active catalyst for the Suzuki-Miyaura coupling of 2-pyridyl nucleophiles.
    7. Catalyst in combination with BINAP for the asymmetric Heck Arylation of olefins.
    8. Precursor for palladium-catalyzed carbon-nitrigen bond formation.
    9. Catalyst for α-arylation of ketones,
    10. Cross-coupling of aryl halides with aryl boronic acids.

  • References
    1. https://en.wikipedia.org/wiki/Tris(dibenzylideneacetone)dipalladium(0)
    2. http://www.sigmaaldrich.com
    3. https://www.alfa.com
    4. https://pubchem.ncbi.nlm.nih.gov
    5. S. S. Bhandarkar, J. Bromberg, C. Carrillo, P. Selvakumar, R. K. Sharma, B. N. Perry, B. Govindarajan, L. Fried, A. Sohn, K. Reddy and J. L. Arbiser, Tris (Dibenzylideneacetone) Dipalladium, a N-Myristoyltransferase-1 Inhibitor, Is Effective against Melanoma Growth In vitro and In vivo, Clinical Cancer Research, 2008, vol. 18, 5743-5748
  • Chemical Propertiesdark purple solid
  • Usessuzuki reaction
  • UsesA cycloaddition catalyst.
Tris(dibenzylideneacetone)dipalladium Preparation Products And Raw materials
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